GB2183266A - Resin treatment of cellulosic fiber - containing textile products - Google Patents

Resin treatment of cellulosic fiber - containing textile products Download PDF

Info

Publication number
GB2183266A
GB2183266A GB08625320A GB8625320A GB2183266A GB 2183266 A GB2183266 A GB 2183266A GB 08625320 A GB08625320 A GB 08625320A GB 8625320 A GB8625320 A GB 8625320A GB 2183266 A GB2183266 A GB 2183266A
Authority
GB
United Kingdom
Prior art keywords
urethane prepolymer
water
blocked
polyols
isocyanato groups
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB08625320A
Other versions
GB8625320D0 (en
GB2183266B (en
Inventor
Akio Watanabe
Kazuo Sato
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DKS Co Ltd
Original Assignee
Dai Ichi Kogyo Seiyaku Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dai Ichi Kogyo Seiyaku Co Ltd filed Critical Dai Ichi Kogyo Seiyaku Co Ltd
Publication of GB8625320D0 publication Critical patent/GB8625320D0/en
Publication of GB2183266A publication Critical patent/GB2183266A/en
Application granted granted Critical
Publication of GB2183266B publication Critical patent/GB2183266B/en
Granted legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

1 GB2183266A 1
SPECIFICATION
Resin treatment of cellulosic. fiber-containing textile products The present invention relates to a method for finishing cellulosic fibercontaining textile products. 5 More particularly, the present invention relates to a method of treating a cellulose-containing textile with a resin composition formulated to impart improved crease resistance and wash-and wear properties thereto.
Cellulosic fiber is a textile material available readily at low cost from abundant sources and because of its excellent dyeability, hygroscopicity and air permeability, this fiber provides fabrics 10 having attractive appearances and good wearing comfort. 1 However, since cellulosic fabrics are generally inadequate in dry crease resistance and wet crease resistance, they are severely creased and wrinkled in use. These creases do not easily recover. Moreover, the wash-and-wear property of cellulosic textile fabrics is also poor.
Therefore, there has been a long-standing need for improvements in dry and wet crease resistance and in the wash-and-wear property of cellulosic fabrics without detracting from their other inherent desirable properties. In attempts to meet this demand, formaldehyde reaction products or formaldehyde-containing thermosetting resin precondensates such as urea-formal dehyde, melamine-formaldehyde, ethyleneurea-formaidehyde, glyoxalmonoureine-formaidehyde, etc. have previously been developed as resin finishing agents for cellulosic fabrics.
However, when these resin finishes are used singly in the processing of cellulosic textiles, the free formaldehyde liberated from the textile products tends to cause skin disorders and, there fore, the use of these finishes in the field of clothing manufacture is subject to serious limita tions. Furthermore, these finishes are not sufficient to provide fully satisfactory results with regard to dry crease resistance, wet crease resistance, wash-and-wear property and so on.
After intensive research undertaken to overcome the above-mentioned disadvantages of the prior art technology, the present inventors have arrived at the present invention, which is directed to a method for finishing a cellulose fiber-containing textile product comprising treating a cellulose-containing textile product with a resin composition containing as an essential ingredient a water-soluble urethane prepolymer having at least two blocked isocyanato groups, adapted to 30 regenerate free isocyanato groups, within its molecule (hereinafter referred to as a blocked isocyanate-containing water-soluble urethane prepolymer).
The blocked isocyanate-containing water-soluble urethane prepolymer used in accordance with the present invention may be exemplified by water-soluble urethane prepolymers each containing at least two isocyanato groups blocked by one or more different blocking agents selected from 35 the group consisting of phenols, oximes, imidazoles and acid sodium sulfite.
The water-soluble urethane prepolymer containing at least two isocyanato groups within its molecule is exemplified by water-soluble urethane prepolymers each containing two or more terminal isocyanato groups obtainable by reacting one or more polyether polyols, which are prepared by addition-polymerizing an alkylene oxide component of which ethylene oxide is an essential member with a compound containing at least two active hydrogen groups, or a mixed polyol consisting of a mixture of one or more members of said polyether polyols and one or more other polyols with one or more organic polyisocyanate compounds, and is preferably a water-soluble urethane prepolymer containing three or more terminal isocyanato groups and having a molecular weight of 2,000 to 30,000, an ethylene oxide content of 25 to 65% 45 percent, and a regenerateable isocyanato content of 1 to 6 percent.
Outside of the above respective ranges, the hand and wet crease resistance of finished textile products are not as satisfactory as may be desired.
The polyether polyols mentioned above are exemplified by the compounds produced by addi tion-polymerizing a compound containing two or more active hydrogen groups with an alkylene 50 oxide component of which ethylene oxide is an essential member.
The above-mentioned compound containing two or more active hydrogen groups includes, among others, polyhydric alcohols and amines. The polyhydric alcohols include diols such as ethylene glycol, propylene glycol, butandediol, hexanediol, octanediol, decanediol, etc.; triols such as glycerol, hexanetriol, trimethylolethane, trimethylolpropane, etc.; and polyols such as erythritol, 55 pentaerithritol, sorbitol, sucrose, and so on. The amines include alkanolamines such as ethano lamine, triethanolamine, triisopropanolamine, tributanolamine, etc.; Nmethylamine, ammonia, ethy lenediamine, diethylenetriamine, triethylenetetramine, diaminophenyimethane, methylenebis-o-chlo roaniline (MOCA), phenylenediamine, xylylenediamine, piperazine, isophoronediamine and so on.
The alkylene oxide includes ethylene oxide, propylene oxide, butylene oxide, etc. and ethylene 60 oxide is essential.
As examples of said other polyols, there may be mentioned polyoxyalkylene polyols which do not contain ethylene oxide, polyester polyols, silicone polyols, fluorine- containing polyols and so on.
The polyoxyalkylene polyols mentioned above may be the compounds produced by addition- 65 ak 2 GB2183266A 2 polymerizing propylene oxide, butylene oxide or the like with said compound containing active hydrogen groups.
The polyester polyols may include polycondensates of saturated or unsaturated fatty acids or anhydrides thereof with said polyhydric alcohols, said polyether polyols, said polyoxyalkylene 5 polyols or the like.
The silicone polyols and fluorine-containing polyols may include, among others, the compounds containing a dimethylsiloxane or fluorocarbon unit in the backbone chain and hydroxyl groups at the terminals and/or in the side chain thereof.
When said other polyols are mixed with said polyether polyols, their proportions can be optionally chosen.
The organic polyisocyanates mentioned above may include, among others, tolylene diisocyan ate (TDI), diphenyimethane diisocyanate (p-MDI), liquid MIDI, crude MIDI, and other' polyphenylpo lymethyl polyisocyanates, hexamethylene diisocyanate (HDI), xylylene diisocyanate (M), isopho rone diisocyanate (IPDI) and so on.
The water-soluble urethane prepolymer can be produced by various methods which are known 15 per se. For example, it can be produced by reacting a polyether polyol or a mixture of such polyether polyol and one or more other polyols with an organic polyisocyanate at a temperature of about 30 to 120'C for about 30 minutes to 48 hours.
The ratio of said polyether polyol or said mixture of said polyether polyol and other polyol or polyols to said organic polyisocyanate is preferably in the range of 1.1 through 2.0 in terms of 20 NCO/active hydrogen group (molar ratio).
As the blocking agent used for blocking the free isocyanato groups of said water-soluble urethane prepolymer, there may be mentioned phenols such as phenol, butylphenol, chlorophe no], phenylphenol, etc.; oximes such as methyl ethyl ketoxime, cyclohexane oxime, acetoxime, etc., imidazoles such as imidazole, 2-methylimidazole, 2-ethylimidazole, 2-phenylimidazole, 225 undecylimidazole, 2-heptadecylimidazole, etc., acid sodium sulfite, and so on. These compounds are particularly desirable in view of their compatibility with textile processes, safety, reactivity, and so on.
The water-soluble urethane prepolymer having blocked isocyanato groups can be produced by reacting a water-soluble urethane prepolymer with a blocking agent in the presence or absence 30 of a catalyst such as a tertiary amine or a metal compound such as sodium methoxide at a temperature of about 30 to 1000C.
In order to ensure the proper viscosity and homogeneity of the reaction system, an inert solvent such as dioxane, methyl-cellosolve acetate, ethylcellosolve acetate, dimethylformamide or the like may be added to the reaction system.
The ratio of said blocking agent to said water-soluble urethane prepolymer is one to 1.5 molar equivalents based on the free terminal isocyanato groups of the water- soluble urethane prepo lymer.
As such a water-soluble urethane prepolymer containing blocked isocyanato groups is heated, the blocking agent is cleaved to thereby regenerate the free isocyanato groups.
As a typical method for treating a textile product in accordance with the present invention, a cellulose fiber-containing fabric is treated with a resin composition containing as an essential ingredient said water-soluble urethane prepolymer having blocked isocyanato groups.
Thus, a cellulose fiber-containing textile product is immersed in a resin bath containing said water-soluble urethane prepolymer having blocked isocyanato groups, squeezed, dried, and heat treated at an elevated temperature.
In this process, a catalyst that is commonly used in urethane prepolymer reaction is added.
In the resin bath employed in the practice of the present invention, there are incorporated the formaldehyde addition product or formaldehyde-containing thermosetting resin precondensate (inclusive of those mentioned hereinbefore) which is commonly used in resin finishes and the 50 corresponding catalyst (e.g. zinc chloride, magnesium chloride, zinc nitrate or on organic amine).
In the resin bath, there may also be incorporated various additives which are commonly used in resin finishes, such as softeners, fluorescent whiteners, natural or synthetic sizes, and hygro scopic agents.
The cellulose fiber-containing textile product includes, among others, those made of natural 55 cellulose materials such as cotton, linen, etc. regenerated celluloses such as rayon, cuprammon ium rayon, etc.; cellulose drivatives rich in unsubstituted hydroxyl groups such as acetate rayon, etc., mixtures or blends of such various celfulosic fibers, mixtures or blends of such cellulosic fibers with synthetic fibers or animal fibers, etc. and includes staples, tows, silvers, yarns, woven fabrics, knitted fabrics, nonwoven fabrics and so on.
The cellulose fiber containing textiles treated in accordance with the present invention have markedly improved properties, in terms of dry crease resistance, wet crease resistance, washand-wear property, etc., and the improvement in wet crease resistance is particularly remarkable.
Furthermore, the method of the present invention does not require a complicated series of processing steps and is easy to practice.
tr- 3 GB2183266A 3 The following non-limiting examples are intended to illustrate the invention in further detail. It should be understood that in the examples all percents and parts are by weight.
Production Example To a water-soluble urethane prepolymer was added a solution of a blocking agent in an inert solvent at a temperature within the range mentioned hereinbefore, followed by addition of a catalyst. The reaction was carried out until the free isocyanato groups were no longer detected. Thereafter, the reaction mixture was diluted with water to give a clear water-soluble urethane prepolymer containing blocked isocyanato groups (active component 30%). The reactants and 10 products are shown in Table 1.
Example 1
A 40's cotton broad cloth was immersed in the resin bath indicated below, squeezed (squeezing rate 70%), dried in a hot air current at 11 O'C for 3 minutes, and further heat-treated at 15 15WC for 3 minutes.
The dry crease resistance, wet crease resistance, tensile strength, tear strength and wash-andwear property of the resulting finished cloth were determined.
As a control example, a similar cloth was similarly treated with a resin composition of the same composition from which the water-soluble urethane prepolymer having blocked isocyanato 20 groups had been removed.
The results are shown in Table 2.
Resin bath A water-soluble urethane prepolymer having blocked isocyanato groups v 45 1 25 (active component 30%) 10 parts Catalyst: Elastolon catalyst 32 (Daiichi Koyo Seiyaku, tradename) 1 part Dimethyloldihydroxyethyleneurea (active component 40%) 7 parts 30 Catalyst: magnesium chloride (active component 20%) 2 parts Softner: polyethylene wax emulsion (active component 5%) 2 parts Water 78 parts 35 Example 2
A 40'S W cotton plain weave cloth was immersed in the resin composition indicated below, squeezed (squeezing rate 75%), dried in a hot air current at 1 10'C (for 3 minutes, and further heat-treated at 15WC for 3 minutes.
The dry crease resistance, wet crease resistance, tensile strength, tear strength and wash-andwear property of the resulting finished cloth were determined.
As a control example, a similar cloth was similarly treated with a resin composition of the same composition from which the water-soluble urethane prepolymer having blocked isocyanato groups had been removed.
The results are shown in Table 3.
Resin bath A water-soluble urethane prepolymer having blocked isocyanato groups.
50 (active component 30%) 10 parts Catalyst: Elastolon catalyst 32 (Daiichi Koyo Seiyaku, tradename) 1 part Dialkoxymethyidihydroxyethyleneurea (active component 45%) 10 parts 55 Catalyst: zinc nitrate (active component 15%) 3 parts Polyethylene wax emulsion (active component 15%) 2 parts Water 78 parts 60 Example 3 A 40'S W spun viscose rayon plain weave cloth was immersed in the resin composition indicated below, squeezed (squeezing rate 80%), dried in a hot air current at 1OWC for 2 minutes and further heat-treated at 16WC for 2 minutes.
4 GB2183266A 4 The dry crease resistance, wet crease resistance, tensile strength, tear strength and wash-andwear property of the resulting finished cloth were determined.
As a control example, a similar cloth was similarly treated with a resin composition of the same composition from which the water-soluble urethane prepolymer having blocked isocyanato 5 groups had been removed.
The results are shown in Table 4.
Resin bath A water-soluble urethane prepolymer having blocked isocyanato groups.
(active component 30%) Catalyst: Elastolon catalyst 32 (Daiichi KoVo Seiyaku, tradename) 0.5 part Urea-formaldehyde precondensate) (active component 30%) Catalyst: an organic amine (active component 35%) Water parts parts 2 parts 72.5 parts c #_ le 1 Table 1
Item Urethane prepolymers containing isocyanato groups Blocking agent Inert Catalyst m solvent \Ite a m 9 Polyol organic 9.2 - 4# 0 A 14 Amount Poly- 0 0 r_ W 4, Type '47 00 Type/ Type/ C04 V 0 v U 0 02 41:Parts) 43 m amount amount w -A W W m U 14 isocyanate Z' 0 X 11 44 0 m (parts) (parts) J2 0Z Active Total Hole- 011 0 a. 0 0 0. 0 0 %4 4) 41 a 'i $ 0 hydrogen alkylene cular > 0 0 4W 0 0 M 10-1- 0 m 41 ---.5 r c 0 compound oxide weight j c r c 14 rp 0. - 14 r_ Jd Q) U 1 r. 8 0 0 Typ Type Type (%) Type 0 0 0 u ri 0 c 0 W 01 0 r_ m 0 Q; m 1 Type fi 4 9) 0 rj.= 14 4 E 4J 2 E CC M'i g 01 12 Dioxane: Triethyl No. 1 G1vcerin PO 30 3000 HDI 2 3600 56,86 3.5 3.5 116.8 Phenol 9.2 1.01 amine:
30 0.2 PO 30 3000 G1vcerin EO 70 p-Butyl- Dioxane:
No. 2 Glycerin PO 100 5000 HDI 1.5 8842 25.41 1.9 119 210 phenol 15.9 1. 01 Triethvl amine:- 0.4 PO 90 2000 Glycerin EO 10 Tr 1- methylol- EO 100 1000 pro.
Methyl Meth 1 ethyl No. 3 HDI 1.5 2333 29.29 4.5 4.5 283.5 ethyl 27.2 1.00 Diethylene glycol 1000 ketoxime ketone:
adipate 60 PO: Propylene oxide EO: Ethylene oxide (n G) m N) 00 W NJ 0) 0) (n Table 2
Crease resistance I Item Type of water- (degree) Tensile Tear Wash-and-wear tem soluble urethane strength strength prepolymer containDry crease Wet crease (Kg) property ing blocked resistance resistance (g) (grade) Test isacyanato groups \No. HL-0 HL-10 HL-0 HL-10 Z 7 2 2 6 8 2 8 1 2 7 9 1 4 6 7 1 5 3 8 1 - 2 No.2 2 6 8 2 6 7 2 8 2 2 7 1 1 4 8 7 3 8 3 5 1 - 3 No.3 2 7 0 2 6 4 2 8 0 2 7 5 1 4 6 7 2 0 3 8 Reference 2 4 0 '2 0 5 2 3 0 1 9 8 1 5 7 3 5 2 8 exa-nzle Blank 1 4 8 1 5 0 1 5 0 1 5 9 2 1 3 9 8 0 1 2 control (substrate Pabric only) Laundering conditions: according to JIS-L-0217-103 HL-0, 0 laundering HL-10, 10 laundering (drip dry method) Crease resistance: according to JIS-L-1096C (warp and filling) Tensile strength: according to JIS-L-1096A (filling direction) Tear strength: according to JIS-L-1096D, (warp direction) Wash-and-wear Property: according to AATCC-124-1967T III B The above applies. to the examples that follow.
It 1 a) G) m N) 00 W N 0) 0) a) 1 1,,k Table 3
Crease resistance Item Type of water- (degree) Tensile Tear Wash-and-wear soluble urethane. Dry crease Wet crease strength strength property prepolymer contain- resistance resistance (Kg) (g) (grade) ing blocked T_t isocyanato groups est Nc) HL-0 HL-10 HL-0 HL-10 o.
2 1 No.1 2 6 0 2 5 6 2 8 1 2 7 7 2 0 7 8 8 9 3 5 2 2 No.2 2 6 3 2 5 1 2 7 8 2 7 4 2 0 8 8 3 2 3 3 2 3 No.3 2 6 5 2 5 9 2 8 2 2 7 4 2 0 7 7. 9 9 3 7 Reference 2 4 1 2 1 3 2 2 5 9 8 2 1 4 7 8 5 2 1 example
Blank 1 6 9 1 6 5 1 6 7 1 7 0 2 8 8 0 1 1 5 control (substrate fabric only) 00 Table 4
Crease resistance Item Type of oiater- 1 Tensile Tear Wash-and-wear (degree) soluble urethane Dry crease Wet crease strength strength property prepolymer contain- resistance resistance (Kg) (g) (grade) ing blocked Test isocyanato groups No. HL-0 HL-10 HL-0 HL-10 NOA 2 6 6 2 6 1 2 6 7 2 6 2 2 0 9 1 5 8 0 3 6 3 2 H a. 2 2 6 0 2 5 2 2 7 8 2 6 8 2 1 0 1 6 0 5 3 5 3 3 No.3 2 7 3 2 7 0 2 7 5 2 6 1 1 9 9 1.5 8 5.3 4 Reference 2 3 6 2 0 9 1 7 3 1 6 8 2 0 0 1 5 2 0 2 5 example lank 2 1 0 2 0 5 1 6 1 1 6 5 2 4 3 2 2 1 8 control (substrate jlabric f only) 9 1 '1, G) W N) OD W ti 0) CD OD 11 1 11 9 GB2183266A 9

Claims (7)

1.. A method for finishing a textile product which comprises treating a cellulose fiber-containing textile product with a resin composition containing as an essential ingredient a water-soluble urethane prepolymer having at least two blocked isocyanato groups within its molecule.
2. A method as claimed in Claim 1 wherein said water-soluble urethane prepolymer having blocked isocyanato groups is a water-soiuble urethane prepolymer having two or more isocyanato groups blocked by one or more blocking agents selected from the group consisting of phenols, oximes, imidazoles and acid sodium sulfite.
3. A method as claimed in either of claims 1 and 2 wherein said watersoluble urethane prepolymer has a molecular weight of 2,000 to 30,000, an ethylene oxide content of 25 to 65 10 percent, and a regenerateable isocyanato content of 1 to 6 percent.
4. A method as claimed in any one of claims 1 to 3 wherein said watersoluble urethane prepolymer is a reaction product between one or more organic polyisocyanates and one or more polyether polyols which are obtainable by addition-polymerizing a compound containing at least two active hydrogen groups with an alkylene oxide component of which ethylene oxide is an essential member.
5. A method as claimed in any one of claims 1 to 3 wherein said watersoluble urethane prepolymer is a reaction product of a mixture of one or more of said polyether polyols and one or more other polyols with one or more organic polyisocyanates.
6. A method substantially as herein described with reference to the Examples.
7. A cellulose fiber-containing textile product when treated by a method as claimed in any one of claims 1 to 6.
Printed for Her Majesty's Stationery Office by Burgess & Son (Abingdon) Ltd, Dd 8991685, 1987. Published at The Patent Office, 25 Southampton Buildings, London, WC2A 1 AY, from which copies may be obtained.
GB08625320A 1985-10-23 1986-10-22 Resin treatment of cellulosic fiber - containing textile products Granted GB2183266A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60237980A JPS6297983A (en) 1985-10-23 1985-10-23 Resin processing of cloth containing cellulosic fiber

Publications (3)

Publication Number Publication Date
GB8625320D0 GB8625320D0 (en) 1986-11-26
GB2183266A true GB2183266A (en) 1987-06-03
GB2183266B GB2183266B (en) 1989-10-11

Family

ID=17023324

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08625320A Granted GB2183266A (en) 1985-10-23 1986-10-22 Resin treatment of cellulosic fiber - containing textile products

Country Status (5)

Country Link
US (1) US4780101A (en)
JP (1) JPS6297983A (en)
CN (1) CN1008456B (en)
DE (1) DE3635935A1 (en)
GB (1) GB2183266A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2215349A (en) * 1988-03-10 1989-09-20 Bip Chemicals Ltd Manufacture of textile fabric and yarn for use therein
US5856282A (en) * 1994-12-22 1999-01-05 The Procter & Gamble Company Silicone compositions

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4433437A1 (en) * 1994-09-20 1996-03-21 Bayer Ag Crosslinker for textile printing binders
CN1074802C (en) * 1997-10-21 2001-11-14 庄汉力 Method for making low-viscosity stable aminoresin initial reduced body
JP4535555B2 (en) * 2000-03-27 2010-09-01 ブリヂストンスポーツ株式会社 Water-based paint composition for golf ball and golf ball using the same
DE10056163A1 (en) * 2000-11-13 2002-05-23 Basf Ag Anticreasing finish, textile treatment, solid or liquid laundry detergent and laundry conditioner formulations for cellulose textiles, contain hydrophilic modified polyisocyanate and/or polyurethane
GB0227242D0 (en) * 2002-11-21 2002-12-31 Unilever Plc Improvements relating to fabric laundering
WO2004050981A1 (en) * 2002-12-05 2004-06-17 Unilever Plc Fabric treatment
DE602005008828D1 (en) * 2004-06-30 2008-09-25 Aichi Prefectural Government Process for the preparation of modified fibers and modified fibers
CN101070676B (en) * 2007-05-18 2013-03-20 广东德美精细化工股份有限公司 Fiber-material modifying method and dyeing process
RU2470977C2 (en) * 2007-05-23 2012-12-27 ХАНТСМЭН ИНТЕРНЭШНЛ ЭлЭлСи Adhesive compositions, reaction systems and methods of producing lignocellulose composites
CN103526553B (en) * 2013-09-22 2015-09-30 江苏金太阳纺织科技有限公司 A kind of dressing liquid and method for sorting thereof preventing cellulose fibre brushed fabric villus shedding
DE102013224140A1 (en) 2013-11-26 2015-05-28 Rudolf Gmbh Finishing agents with blocked polyisocyanates

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB996208A (en) * 1962-01-31 1965-06-23 Thiokol Chemical Corp Fabric treating composition and process
GB1131006A (en) * 1966-05-11 1968-10-16 Bayer Ag Crease-resistant synthetic textile materials and their production
GB1470939A (en) * 1974-05-29 1977-04-21 Dai Ichi Kogyo Seiyaku Co Ltd Hydrophilic and thermoreactive urethane compositions with improved properties
GB1593858A (en) * 1977-12-21 1981-07-22 Iws Nominee Co Ltd Treatment of hydrophilic textile materials
EP0067375A2 (en) * 1981-06-03 1982-12-22 Toray Industries, Inc. A textile product and method of treating a textile product
US4531946A (en) * 1983-03-09 1985-07-30 Diamond Shamrock Chemicals Company Aftertreatment of dyed cellulosic materials

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5243953B2 (en) * 1974-06-11 1977-11-02
US4433017A (en) * 1981-09-17 1984-02-21 Dai-Ichi Kogyo Seiyaku Co., Ltd. Thermally reactive water-soluble blocked urethane prepolymer
JPS60173174A (en) * 1984-02-17 1985-09-06 第一工業製薬株式会社 Improvement of anti-wear strength of fiber belts

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB996208A (en) * 1962-01-31 1965-06-23 Thiokol Chemical Corp Fabric treating composition and process
GB1131006A (en) * 1966-05-11 1968-10-16 Bayer Ag Crease-resistant synthetic textile materials and their production
GB1470939A (en) * 1974-05-29 1977-04-21 Dai Ichi Kogyo Seiyaku Co Ltd Hydrophilic and thermoreactive urethane compositions with improved properties
GB1593858A (en) * 1977-12-21 1981-07-22 Iws Nominee Co Ltd Treatment of hydrophilic textile materials
EP0067375A2 (en) * 1981-06-03 1982-12-22 Toray Industries, Inc. A textile product and method of treating a textile product
US4531946A (en) * 1983-03-09 1985-07-30 Diamond Shamrock Chemicals Company Aftertreatment of dyed cellulosic materials

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2215349A (en) * 1988-03-10 1989-09-20 Bip Chemicals Ltd Manufacture of textile fabric and yarn for use therein
GB2215349B (en) * 1988-03-10 1992-10-14 Bip Chemicals Ltd Manufacture of textile fabric and yarn for use therein
US5856282A (en) * 1994-12-22 1999-01-05 The Procter & Gamble Company Silicone compositions

Also Published As

Publication number Publication date
CN86107140A (en) 1987-04-29
GB8625320D0 (en) 1986-11-26
GB2183266B (en) 1989-10-11
US4780101A (en) 1988-10-25
CN1008456B (en) 1990-06-20
DE3635935A1 (en) 1987-05-21
JPH0143070B2 (en) 1989-09-18
DE3635935C2 (en) 1993-03-04
JPS6297983A (en) 1987-05-07

Similar Documents

Publication Publication Date Title
GB2183266A (en) Resin treatment of cellulosic fiber - containing textile products
US7202322B2 (en) Heat resistant high moisture vapor transmission thermoplastic polyurethane
EP0163085B1 (en) Dispersion compositions, process for their preparation and their use
US4940047A (en) Textile sheet-like structure with reactive resin
US3294752A (en) Polyurethanes containing a quaternary nitrogen in the elastomer chain
US4233359A (en) Leathery sheet material and process for the preparation thereof
DE60024801T2 (en) POLYURETHANEASE FIBER AND METHOD FOR THE PRODUCTION THEREOF
JPS62295986A (en) Antistatic agent
KR101328827B1 (en) Spandex from poly(tetramethylene-co-ethyleneether)glycols blended with polymeric glycols
DE3234590A1 (en) THERMALLY REACTIVE, WATER-SOLUBLE URETHANE PREPOLYMER
CN105696101B (en) The high strength fabric being made of thin gauge constant compression elastomer
DE60024040T2 (en) Treatment agent for creasing of textiles
US3086887A (en) Textile sizing
KR100660491B1 (en) Polyurethane-Urea Fibers with Improved Resistance
DE2536971A1 (en) PROCESS FOR PREPARING ANIONIC AQUATIC RESIN EMULSIONS
US3751290A (en) Nonwoven fabrics
KR100196651B1 (en) An improved process for preparing polyurethane fiber
CA1207937A (en) Modified polyacrylonitrile filament for comfortable garments
US3686026A (en) Process for finishing textile materials which contain wool
US3553173A (en) Elastomeric filaments and fibers with an improved affinity for dyes
US4089649A (en) Compositions and process for fiber modification
US3427272A (en) Water-soluble polyurethane produced by reacting an aldehyde and the reaction product of an organic diisocyanate and an anhydrous polyalkylene ether glycol
JP2000290836A (en) Polyurethaneurea elastic fiber
DE1494613C3 (en) Process for the production of crosslinked rubber elastic threads and fibers
DE60024150T2 (en) SPANDEX WITH LOW REMAINING DEFORMATION AT LOW TEMPERATURES

Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19981022